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NCJRS Abstract

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NCJ Number: 134482 Find in a Library
Title: Synthesis and Characterization of Monoethoxymethamphetamines
Journal: Canadian Society of Forensic Science Journal  Volume:24  Issue:3  Dated:(September 1991)  Pages:131-146
Author(s): A W By; B A Dawson; B A Lodge; J Zamecnik
Date Published: 1991
Page Count: 16
Type: Test/Measurement
Format: Article
Language: English
Country: Canada
Annotation: The synthesis and spectral characterization of monoethoxymethamphetamines are described.
Abstract: The monoethoxymethamphetamines were synthesized from the (E)-monoethoxy-1-(2-nitro-1-propenyl)benzenes via the corresponding 1-phenyl-2-propanones. A slurry was prepared from a mixture of the appropriate 1-phenyl-2-propanone, methanol, methylaminehydrochloride, and sodium cynoaborohydride. Concentrated hydrochloric acid was added dropwise and stirring continued for 2 days. The reaction solution was then poured into a solution of concentrated hydrochloric acid and water. After extracting the solution twice with toluene, the aqueous layer was alkalinized with sodium hydroxide, then extracted with methylene chloride, and dried with potassium carbonate, filtered, and evaporated to dryness to yield an oil. A crude hydrochloride salt was produced by dissolving the oil in isopropanol and acidifying the solution with hydrochloric acid followed by evaporation. After two crystallizations from absolute ethanol anhydrous ethyl ether, pure 3-ethoxymethamphetamine hydrochloride was obtained. Gas liquid chromatographic data and ultraviolet, infrared, proton magnetic resonance, carbon-13 magnetic resonance, and mass spectral data are presented for the 1-phenyl-2-propanones as well as the methamphetamines. 19 figures, 3 tables, and 9 references
Main Term(s): Amphetamines
Index Term(s): Chromatography; Infrared techniques; Mass spectroscopy
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